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光控抗癌活性和光致开关顺铂类似物的细胞摄取。

Light-Controlled Anticancer Activity and Cellular Uptake of a Photoswitchable Cisplatin Analogue.

机构信息

Faculty of Chemistry, Jagiellonian University, Gronostajowa 2, 30-387 Cracow, Poland.

Jagiellonian University, Doctoral School of Exact and Natural Sciences, Łojasiewicza 11, 30-348 Cracow, Poland.

出版信息

J Med Chem. 2024 Nov 14;67(21):19103-19120. doi: 10.1021/acs.jmedchem.4c01575. Epub 2024 Oct 24.

DOI:10.1021/acs.jmedchem.4c01575
PMID:39445571
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11571217/
Abstract

A photoactive analogue of cisplatin was synthesized with two arylazopyrazole ligands, able to undergo -/- photoisomerizations. The photoisomer showed a dark half-life of 9 days. The cytotoxicities of both photoisomers of the complex were determined in several cancer and normal cell lines and compared to that of cisplatin. The photoisomer of the complex was much more cytotoxic than both the photoisomer and cisplatin, and was more toxic for cancer (4T1) than for normal (NMuMG) murine breast cells. 4T1 cell death occurred through necrosis. Photoisomerization of the and photoisomers internalized by the 4T1 cells increased and decreased their viability, respectively. The cellular uptake of the photoisomer was stronger than that of both the photoisomer and cisplatin. Both photoisomers interacted with DNA faster than cisplatin. The photoisomer was bound stronger by bovine serum albumin and induced a greater decrease in cellular glutathione levels than the photoisomer.

摘要

合成了一种顺铂的光活性类似物，带有两个芳基偶氮吡唑配体，能够进行光异构化。该光异构体的暗半衰期为 9 天。在几种癌细胞和正常细胞系中测定了该配合物两种光异构体的细胞毒性，并与顺铂进行了比较。该配合物的光异构体比顺铂的光异构体和顺铂的毒性都要大，对癌细胞（4T1）的毒性比对正常（NMuMG）鼠乳腺细胞的毒性更大。4T1 细胞死亡是通过坏死发生的。通过 4T1 细胞内化的 和 光异构体的光异构化分别增加和降低了它们的活力。该光异构体的细胞摄取能力强于 光异构体和顺铂。两种光异构体与 DNA 的相互作用速度均快于顺铂。该光异构体与牛血清白蛋白的结合力更强，并且比 光异构体诱导的细胞谷胱甘肽水平下降更大。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2698/11571217/48be78e98c9a/jm4c01575_0012.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2698/11571217/48be78e98c9a/jm4c01575_0012.jpg

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